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Fromd-xylose to terminal polyols: a simple synthetic route

Authors
Journal
Carbohydrate Research
0008-6215
Publisher
Elsevier
Publication Date
Volume
345
Issue
4
Identifiers
DOI: 10.1016/j.carres.2009.12.006
Keywords
  • Tetraols
  • Terminal Polyols
  • Sugar Oxetane
  • Ring Opening
  • Grignard Reagents

Abstract

Abstract A simple and efficient synthetic approach toward different terminal alkyl tetraols and triols, starting from d-xylose, is described. The opening of the oxetane ring in a suitably protected 3,5-anhydro- d-xylose derivative with Grignard reagents leads to d-xylose-derived 5-deoxy-5- C-alkyl derivatives, which are suitable for reduction to terminal polyols after protecting group hydrolysis.

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